1,6-bis{2-amino-4-hexadiylureido-6-[(E,E,E)-4-<4-{4-(3,4,5-tridodecyloxystyryl)-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]styryl>]phenyl-s-triazine}

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,6-bis{2-amino-4-hexadiylureido-6-[(E,E,E)-4-<4-{4-(3,4,5-tridodecyloxystyryl)-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]styryl>]phenyl-s-triazine}
• 英文别名: N-[4-[4-[(E)-2-[4-[(E)-2-[2,5-bis[(2S)-2-methylbutoxy]-4-[(E)-2-(3,4,5-tridodecoxyphenyl)ethenyl]phenyl]ethenyl]-2,5-bis[(2S)-2-methylbutoxy]phenyl]ethenyl]phenyl]-6-imino-1H-1,3,5-triazin-2-yl]-N'-[6-[[[[4-[4-[(E)-2-[4-[(E)-2-[2,5-bis[(2S)-2-methylbutoxy]-4-[(E)-2-(3,4,5-tridodecoxyphenyl)ethenyl]phenyl]ethenyl]-2,5-bis[(2S)-2-methylbutoxy]phenyl]ethenyl]phenyl]-6-imino-1H-1,3,5-triazin-2-yl]amino]-hydroxymethylidene]amino]hexyl]carbamimidic acid
• 化学式: C₁₈₆H₂₉₀N₁₂O₁₆
• 分子量: 2950.42
• InChiKey: AIWOCPRKYSNHPH-WRLMPIHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  63.2
• 重原子数：
  214
• 可旋转键数：
  129
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  340
• 氢给体数：
  8
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  2-amino-4-butylureido-6-[(E,E,E)-4-<4-{4-(3,4,5-tridodecyloxystyryl)-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]styryl>]phenyl-s-triazine 、 1,6-己二异氰酸酯 在 吡啶 作用下， 反应 8.0h， 以14%的产率得到1,6-bis{2-amino-4-hexadiylureido-6-[(E,E,E)-4-<4-{4-(3,4,5-tridodecyloxystyryl)-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]styryl>]phenyl-s-triazine}
  参考文献：
  名称：

  Hierarchical Order in Supramolecular Assemblies of Hydrogen-Bonded Oligo(p-phenylene vinylene)s

  摘要：

  Mono- and bifunctional oligo(p-phenylene vinylene)s (OPVs) functionalized with ureido-s-triazine units have been synthesized and fully characterized. In chloroform monofunctional OPV derivatives dimerize with a dimerization constant of K-dim = (2.1 +/- 0.3) x 10(4) L/mol, while bifunctional OPV derivatives are present as random coil polymers in this solvent. In more apolar solvents such as dodecane, the hydrogen-bonded dimers of the monofunctional OPV derivative aggregate in chiral stacks, as can be concluded from UV/vis, fluorescence and CD spectroscopy. Temperature-dependent measurements show a first-order transition at 53 +/- 3 degreesC from the aggregated state to the molecularly dissolved phase. The bifunctional derivative also aggregates in dodecane; however, based on CD measurements, these aggregates are less: organized. This behavior is presumably the outcome of a competition between favorable pi-pi interactions and restricted conformational freedom, due to the hexyl spacer, which results in a frustrated supramolecular polymeric stack. The length of these polymers as well as the chiral order in the assemblies can be controlled by the addition of monofunctional OPV derivatives.

  DOI：

  10.1021/ja0033180

文献信息

• Hierarchical Order in Supramolecular Assemblies of Hydrogen-Bonded Oligo(<i>p</i>-phenylene vinylene)s
  作者：Albertus P. H. J. Schenning、Pascal Jonkheijm、Emiel Peeters、E. W. Meijer

  DOI：10.1021/ja0033180

  日期：2001.1.1

  Mono- and bifunctional oligo(p-phenylene vinylene)s (OPVs) functionalized with ureido-s-triazine units have been synthesized and fully characterized. In chloroform monofunctional OPV derivatives dimerize with a dimerization constant of K-dim = (2.1 +/- 0.3) x 10(4) L/mol, while bifunctional OPV derivatives are present as random coil polymers in this solvent. In more apolar solvents such as dodecane, the hydrogen-bonded dimers of the monofunctional OPV derivative aggregate in chiral stacks, as can be concluded from UV/vis, fluorescence and CD spectroscopy. Temperature-dependent measurements show a first-order transition at 53 +/- 3 degreesC from the aggregated state to the molecularly dissolved phase. The bifunctional derivative also aggregates in dodecane; however, based on CD measurements, these aggregates are less: organized. This behavior is presumably the outcome of a competition between favorable pi-pi interactions and restricted conformational freedom, due to the hexyl spacer, which results in a frustrated supramolecular polymeric stack. The length of these polymers as well as the chiral order in the assemblies can be controlled by the addition of monofunctional OPV derivatives.